| 1. Ronde | 14.01.2021 | Sporting FC | - | CS Herediano | 3:2 |  |
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| 2. Ronde | 18.01.2021 | AD San Carlos | - | CS Herediano | 2:1 | ||||
| 3. Ronde | 21.01.2021 | CS Herediano | - | Municipal Grecia | 1:1 | ||||
| 5. Ronde | 31.01.2021 | CS Herediano | - | LD Alajuelense | 1:1 | ||||
| 6. Ronde | 04.02.2021 | CS Herediano | - | Guadalupe | 2:2 | |
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| 7. Ronde | 07.02.2021 | CS Cartaginés | - | CS Herediano | 1:2 | |
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| 8. Ronde | 14.02.2021 | CS Herediano | - | Santos de Guápiles | 2:1 | |
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| 9. Ronde | 22.02.2021 | Deportivo Saprissa | - | CS Herediano | 1:0 | ||||
| 10. Ronde | 28.02.2021 | CS Herediano | - | Municipal Pérez Zeledón | 1:1 | ||||
| 11. Ronde | 03.03.2021 | Limón FC | - | CS Herediano | 0:2 | ||||
| 12. Ronde | 07.03.2021 | CS Herediano | - | Sporting FC | 2:1 | ||||
| 13. Ronde | 13.03.2021 | CS Herediano | - | AD San Carlos | 0:1 | ||||
| 14. Ronde | 20.03.2021 | Municipal Grecia | - | CS Herediano | 1:4 | |
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| 18. Ronde | 18.04.2021 | CS Herediano | - | CS Cartaginés | 1:2 | ||||
| 19. Ronde | 23.04.2021 | Santos de Guápiles | - | CS Herediano | 2:2 | |
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| 20. Ronde | 26.04.2021 | CS Herediano | - | Deportivo Saprissa | 2:2 | ||||
| 21. Ronde | 02.05.2021 | Municipal Pérez Zeledón | - | CS Herediano | 0:3 | |
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| 22. Ronde | 13.05.2021 | CS Herediano | - | Limón FC | 2:0 |
Costa Rica